RU2728792C2 - Surfactant composition - Google Patents

Abstract

FIELD: chemical or physical processes.

SUBSTANCE: invention relates to a surfactant composition. Described is a surfactant composition suitable as a detergent, comprising component A, component B and component C, where total content of component A and component B is 35 wt % or more and 80 wt % or less and where component A is hydroxyalkane sulphonate and olefin sulphonate, component B is a polyoxyalkylene alkyl ether and component C is water, wherein the hydroxyalkane sulphonate and the olefin sulphonate have a carbon number of 12 or more and 24 or less, and the polyoxyalkylene alkyl ether is of general formula (1): R-O-(AO)_n-H, (1), where R denotes a hydrocarbon group having 8 to 22 carbon atoms, AO denotes an alkyleneoxy group and n equals 5 or more.

EFFECT: technical result is creation of detergent composition, capable of uniformly dissolving without formation of gel, capable of maintaining fluidity in a wide range of concentrations without reducing flow.

8 cl, 2 tbl

Description

TECHNICAL FIELD OF THE INVENTION

[0001]

The present invention relates to a surfactant composition. More specifically, the present invention relates to a surfactant composition comprising a surfactant at a high concentration and having a fluidity over a wide concentration range.

LEVEL OF TECHNOLOGY

[0002]

There are various forms of detergents (detergents) on the market, and liquid detergents are available for a wide range of cleaning applications such as cleaning clothes, residential use, hair, body wash, and the like. Since the liquid detergent has high solubility even in winter and causes less concern about undissolved residue, it is advantageous that the liquid detergent is easy to use and can have a stable and high detergency. Since various vials such as a dispenser and a foaming agent can be used to apply the liquid detergent, it is also widely used as a detergent. Due to these advantages, the number of liquid detergents on the market is increasing, and among them concentrated liquid detergents, which have a smaller volume of the detergent itself due to the high concentration of the mixed surfactant, they are easier to use, since the concentrated liquid detergent can reduce the amount used for one application, and it becomes a more compact product, which leads to a decrease in the amount of polymer for the manufacture of the container, transportation costs and energy costs. Thus, such a concentrated liquid detergent is gaining attention as awareness of environmental concerns is increasing.

Thus, a further increase in the concentration of liquid detergent is very important as a technological contribution to economic effects, due to the greater convenience of products and a decrease in the environmental burden.

[0003]

Patent Document 1 discloses a concentrated liquid detergent composition that can be liquid and uniform at normal temperature and contains a polyalkoxy non-ionic surfactant and an ionic surfactant having a non-terminal (non-terminal) ionic functional group.

[0004]

Also, Patent Document 2 discloses a detergent composition with excellent detergency, containing an internal olefin sulfonate having 8 to 26 carbon atoms, where at least 25% by mass. internal olefinsulfonates have a beta-hydroxyalkane sulfonate structure.

[0005]

In addition, Patent Document 3 discloses a detergent composition comprising as main components (i) an anionic surfactant which is an internal olefin sulfonate, vinylidene sulfonate or a mixture thereof, and (ii) a nonionic surfactant having an HLB value of 10.5 or less, and the mass ratio of (i) to (ii) is from 9: 1 to 1: 9.

[0006]

In addition, Patent Document 4 discloses a detergent composition for washing skin and hair, which contains an internal olefin sulfonate (A) having 12 to 24 carbon atoms and having excellent foam stability and washing property.

[0007]

The detergent composition in which the surfactant is mixed at a high concentration has a problem in that the solubility of the detergent composition is lowered, which causes the formation of a precipitate or generates a high-strength gel, so that the applicability is significantly deteriorated. Therefore, many liquid detergents use a large amount of organic solvents in combination to dissolve the surfactant sufficiently and keep it fluid.

On the other hand, many organic solvents are petroleum products, and from the point of view of sustainability, environmental burden, safety and the like, it is desirable to refrain from using organic solvents. In addition, by making the detergent flowable regardless of the organic solvent, foaming during use of the liquid detergent and adjusting the viscosity are facilitated, suitable for various applications.

Thus, there is a need for a detergent composition capable of uniformly dissolving without gel formation, even if the surfactant is mixed at a high concentration, in order to reduce the amount of organic solvent used, and also capable of maintaining fluidity over a wide concentration range without reducing flow even when the concentration changes upon dilution. or the like.

However, the technique disclosed in the above patent documents is insufficient to obtain a detergent composition containing a surfactant at a high concentration and maintain fluidity over a wide concentration range at a low viscosity. In addition, the conventional detergent composition has problems of clouding or deterioration in detergency when diluted with hard water.

TECHNICAL LEVEL DOCUMENTS

PATENT DOCUMENTS

[0008]

Patent Document 1: US 4880569

Patent Document 2: US 5078916

Patent Document 3: JP-A-H3-126793

Patent Document 4: JP-A-2015-27977

SUMMARY OF THE INVENTION

PROBLEMS to be solved by invention

[0009]

The present invention relates to a surfactant composition that includes a surfactant at a high concentration, has a fluidity over a wide concentration range, and does not cloud even when diluted with hard water.

PROBLEM SOLVING MEANS

[0010]

As a result of intensive research, the applicants of the present invention have found that the problems can be solved by mixing a specific anionic surfactant and a specific nonionic surfactant in specific amounts.

[0011]

The present invention relates to a surfactant composition comprising the following component A, component B and component C, where the total content of component A and component B is 35 wt%. or more and 80% of the mass. or less, and where component A is at least one sulfonate compound selected from the group consisting of hydroxyalkane sulfonate and olefin sulfonate, component B is a polyoxyalkylene alkyl ether, and component C is water.

EFFECT OF THE INVENTION

[0012]

According to the present invention, a surfactant composition is obtained comprising a surfactant at a high concentration and having a fluidity over a wide concentration range. Thus, the amount of organic solvent to be used in the surfactant composition can be significantly reduced. In addition, the surfactant composition of the present invention has properties such that it does not cloud even when diluted with hard water.

MODE FOR CARRYING OUT THE INVENTION

[0013]

The present invention will be further described in detail.

[0014]

The surfactant composition of the present invention comprises the following component A, component B and component C, where the total content of component A and component B is 35 wt%. or more and 80% of the mass. or less, and where component A is at least one sulfonate compound selected from the group consisting of hydroxyalkane sulfonate and olefin sulfonate, component B is a polyoxyalkylene alkyl ether, and component C is water.

[0015]

The surfactant composition of the present invention has excellent fluidity at high to low concentrations with a specific amount of components A and B. The reason why such characteristics are found is not certain, but can be considered as follows. The molecular structure of surfactants is very different for hydrophilic groups and hydrophobic groups, but in a highly concentrated aqueous surfactant solution, the interaction between hydrophobic groups is strong, so that surfactant aggregation occurs, causing an increase in viscosity in the aqueous solution. However, it is believed that mixing component A and component B in combination decreases the regularity of the orientation of the hydrophobic groups, and hence surfactant aggregation can be suppressed. However, such action is an assumption and does not limit the scope of the present invention.

[0016]

<Component A>

As the sulfonate compound, known compounds can be used without particular restrictions, but from the viewpoint of further improving the effects of the present invention, the sulfonate compound preferably has 12 carbon atoms or more, more preferably 14 or more, even more preferably 16 or more, and preferably 24 or less, more preferably 22 or less, more preferably 20 or less, and more preferably 18 or less. One, two or more types of such compounds having different numbers of carbon atoms can be used in combination.

[0017]

The sulfonate compound can be obtained, for example, by sulfonating an internal olefin (an olefin having a double bond within the olefinic chain) as a starting material, followed by neutralization and hydrolysis. Incidentally, this term "internal olefin" is used in a broad sense when there is a trace amount of a so-called α-olefin in which a double bond exists at the 1-position of the carbon chain. That is, when the internal olefin is sulfonated, β-sulfone is quantitatively obtained and part of the β-sulfone is converted to γ-sulfone and olefin sulfonic acid, then they are converted to hydroxyalkanesulfonate and olefin sulfonate in a neutralization / hydrolysis step (e.g. J. Am. Oil Chem. Soc . 69, 39 (1992)). Here, the hydroxyl group of the resulting hydroxyalkanesulfonate is within the carbon chain and the double bond of the olefin sulfonate is within the carbon chain. The resulting products are predominantly mixtures thereof, and some of them include hydroxyalkanesulfonate having a hydroxyl group at the end of the carbon chain or olefin sulfonate having a double bond at the end of the carbon chain, contained in trace amounts. In the present invention, the hydroxyalkane sulfonate has a hydroxyl group within the carbon chain and may optionally contain a hydroxyalkane sulfonate having a hydroxyl group at the end of the carbon chain. In the present invention, the olefin sulfonate has a double bond within the carbon chain, and optionally may contain an olefin sulfonate having a double bond at the end of the carbon chain. Herein, hydroxyalkane sulfonate is also referred to simply as hydroxy form (hereinafter also referred to as HAS) and olefin sulfonate is also referred to simply as olefin form (hereinafter also referred to as IOS).

[0018]

Component A is a hydroxyalkane sulfonate, olefin sulfonate, or a mixture thereof, but preferably a mixture thereof. In the case of a mixture, the weight ratio of the hydroxyalkane sulfonate content to the olefin sulfonate content (hydroxy form / olefin form) is preferably 50/50 to 99/1, more preferably 60/40 to 99/1, even more preferably 70/30 to 99/1, still more preferably from 75/25 to 99/1, and even more preferably from 75/25 to 95/5 in terms of improving hue, increasing productivity, and reducing impurities in the resulting surfactant composition.

[0019]

The weight ratio of the hydroxyalkane sulfonate content to the olefin sulfonate content of component A or surfactant composition can be determined by isolating the hydroxyalkane sulfonate and alefin sulfonate from component A or the resulting surfactant composition by HPLC, followed by determination by the method described in the examples.

[0020]

From the viewpoint of further improving the effects of the present invention, the sulfonate compound preferably contains 40 wt%. or less, more preferably 35% of the mass. or less, even more preferably 30% of the mass. or less, and even more preferably 28% of the mass. or less sulfonate compounds having a sulfonate group in position 2. It also preferably contains 5% of the mass. or more sulfonate compounds having a sulfonate group at position 2.

[0021]

The sulfonate compound can be prepared by known methods, for example, sulfonation, neutralization and hydrolysis of the internal olefin. Each stage will be separately described below.

[0022]

[Sulfonation stage]

The sulfonation step is a step of reacting an internal olefin with sulfur trioxide to produce a sulfonated product.

[0023]

An internal olefin is an olefin having a double bond within the olefin chain. The internal olefin may contain a trace amount of the so-called α-olefin in which the double bond is present at the 1-position of the carbon chain.

[0024]

The internal olefin for obtaining the sulfonate compound contains an internal olefin having a double bond in position 2, preferably in an amount of 40 wt%. or less, more preferably 35% of the mass. or less, even more preferably 30% of the mass. or less, even more preferably 28% of the mass. or less, and from the viewpoint of productivity, the content of such internal olefin is preferably 10 mass%. or more, more preferably 15% of the mass. or more.

[0025]

The carbon number of the internal olefin for producing the sulfonate compound is preferably 12 or more, more preferably 14 or more, even more preferably 16 or more, and preferably 24 or less, more preferably 22 or less, even more preferably 20 or less, and even more preferably 18 or less.

[0026]

The internal olefin can be obtained by known methods, for example, by the method described in WO 2011/052732.

[0027]

The sulfur trioxide is not particularly limited, but from the viewpoint of improving the reactivity, it is preferable to use gaseous sulfur trioxide.

[0028]

From the viewpoint of increasing the yield of the sulfonated product, it is preferable that the conversion rate of sulfonated product is 95% or more, more preferably 97% or more, even more preferably 98% or more, and from the viewpoint of suppressing contamination of the sulfonated product due to the excess amount of SO _{3, it is} preferable so that the sulfonation conversion is 99.8% or less.

[0029]

[Neutralization stage]

The neutralization step is a step of reacting the sulfonated compound with an alkaline compound to obtain a neutralized product. The alkaline compound is preferably used in the form of an alkaline aqueous solution.

[0030]

[Hydrolysis step]

The hydrolysis step is the hydrolysis step of the resulting neutralized product.

[0031]

From the viewpoint of improving the reactivity in the hydrolysis step, the temperature during hydrolysis is preferably 120 ° C or more, more preferably 140 ° C or more, even more preferably 160 ° C or more, and from the viewpoint of suppressing product decomposition, preferably 220 ° C or less, more preferably 180 ° C or less.

[0032]

From the viewpoint of the completeness of the interaction, the processing time in the hydrolysis step is preferably 30 minutes. or more, more preferably 45 minutes. or more, and from the viewpoint of increasing productivity, the processing time in the hydrolysis step is preferably 4 hours. or less, preferably 3 hours. or less, more preferably 2 hours. or less, and more preferably 90 minutes. or less.

[0033]

From the point of view of productivity, the concentration of the aqueous solution containing the sulfonate compound obtained in the hydrolysis step is preferably 15 wt%. or more, more preferably 30% of the mass. or more, even more preferably 40% of the mass. or more, even more preferably 45% of the mass. or more, even more preferably 48% of the mass. or more, even more preferably 50% of the mass. or more, and from the viewpoint of the viscosity of the aqueous solution and the like, the concentration of the aqueous solution is preferably 75% by mass. or less, more preferably 70% of the mass. or less, even more preferably 65% of the mass. or less and even more preferably 60% of the mass. or less.

[0034]

The resulting sulfonate compound can be used as is, or additional purification can be performed, such as desalting and decolorization.

[0035]

<Component B>

As the polyoxyalkylene alkyl ether, known compounds can be used without particular limitation, but from the viewpoint of further improving the effect of the present invention, it is preferable to use polyoxyalkylene alkyl ethers represented by the following general formula (1). They can be used alone or in combination of two or more of them.

RO- (AO) _n -H (1)

In the above formula, R is a hydrocarbon group having 8 to 22 carbon atoms, AO is an alkyleneoxy group, and n is 5 or more.

[0036]

From the viewpoint of further improving the effect of the present invention, the number of carbon atoms of the hydrocarbon group is preferably 10 or more, more preferably 12 or more, and preferably 18 or less, more preferably 16 or less, more preferably 14 or less.

[0037]

The hydrocarbon group can be linear or branched.

[0038]

Examples of alkyleneoxy groups include ethyleneoxy group, propyleneoxy group, butyleneoxy group and the like.

[0039]

"N" is the average moles of alkyleneoxy groups, and from the viewpoint of further improving the effect of the present invention, it is preferably 7 or more, more preferably 10 or more, even more preferably 12 or more and preferably 100 or less, more preferably 40 or less, more preferably 30 or less.

[0040]

AO can represent one type of alkyleneoxy group or two or more types of alkyleneoxy groups. From the viewpoint of further enhancing the effect of the present invention, AO is preferably one or more types selected from ethyleneoxy group and propyleneoxy group; more preferably AO contains ethyleneoxy and propyleneoxy; even more preferably, AO has a block structure containing an ethyleneoxy group and a propyleneoxy group.

[0041]

Examples of the polyoxyalkylene alkyl ether include lauryl ether supplemented with 15-25 moles of ethyleneoxy groups, lauryl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total, myristyl ether supplemented with 15-25 moles of ethyleneoxy groups, myristyl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total, cetyl ether supplemented with 15-25 moles of ethyleneoxy groups, cetyl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total, stearyl ether supplemented with 15-25 moles of ethyleneoxy groups, and stearyl ether supplemented with 15-25 moles of ethyleneoxy groups, and of propyleneoxy groups in total, among which lauryl ether supplemented with 15-25 moles of ethyleneoxy groups, lauryl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total, myristyl ether supplemented with 15-25 moles of ethyleneoxy groups, and myristyl ether supplemented with 15 -25 moles of ethyleneoxy groups and propyleneoxy groups in total, and the most preferred is lauryl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total.

[0042]

<Component C>

Component C contained in the surfactant composition of the present invention is water and is not particularly limited, but purified water, for example, water purified by ion exchange, distillation and reverse osmosis, is preferred.

[0043]

<Surface active composition>

The surfactant composition of the present invention contains at least components A, B and C.

[0044]

From the viewpoint of improving the effect of the present invention, the total content of component A and component B is 35% by mass. or more and 80% of the mass. or less. From the viewpoint of further improving the effect of the present invention, the total content of component A and component B may be 40% by mass. or more, 45% of the mass. or more, 50% of the mass. or more, 55% of the mass. or more or 60% of the mass. or more and 75% of the mass. or less, 70% of the mass. or less or 65% of the mass. or less.

[0045]

From the viewpoint of further improving the effect of the present invention, the mass ratio of A / B, the content of the A component to the content of the B component, is preferably 20/80 to 80/20, more preferably 30/70 to 70/30, even more preferably 40/60 up to 60/40.

[0046]

The content of component A is not particularly limited as long as the total content of component A and component B is within the range satisfying the above conditions. The content of component B in the composition can be, for example, 5% of the mass. or more, 10% of the mass. or more, 15% of the mass. or more, 20% of the mass. or more, 30% of the mass. or more, 40% of the mass. or more or 50% of the mass. or more. Also, the content of component A can be, for example, 75% of the mass. or less, 70% of the mass. or less, 65% of the mass. or less, 60% of the mass. or less or 55% of the mass. or less.

[0047]

The content of component B is not particularly limited as long as the total content of component A and component B is within the range satisfying the above conditions. The content of component B in the composition can be, for example, 5% of the mass. or more, 10% of the mass. or more, 15% of the mass. or more, 20% of the mass. or more, 30% of the mass. or more, 40% of the mass. or more or 50% of the mass. or more. Also, the content of component B can be, for example, 75% of the mass. or less, 70% of the mass. or less, 65% of the mass. or less, 60% of the mass. or less or 55% of the mass. or less.

[0048]

Component C, that is, water, can be used in an amount that is the remainder of components A, B and others. The content of component C in the composition can be 5% of the mass. or more, 10% of the mass. or more, 15% of the mass. or more, 20% of the mass. or more or 25% of the mass. or more and 65% of the mass. or less, 60% of the mass. or less, 55% of the mass. or less, 50% of the mass. or less, 45% of the mass. or less, 40% of the mass. or less or 35% of the mass. or less.

[0049]

From the standpoint of ease of handling, the viscosity of 25 ° C of the surfactant composition of the present invention is preferably 8000 mPa s or less, more preferably 7000 mPa s or less, even more preferably 6000 mPa s or less, even more preferably 5000 mPa s or less, even more preferably 4000 mPa × s or less, even more preferably 3500 mPa × sec or less, even more preferably 3000 mPa × sec or less, even more preferably 2000 mPa × sec or less, even more preferably 1000 mPa × sec or less, even more preferably 500 mPa s or less, more preferably 300 mPa s or less, more preferably 200 mPa s or less. The lower viscosity limit at 25 ° C is not particularly limited. Here, the viscosity was determined using a fork-type resonant vibrating viscometer (VIBRO VISCOMETER SV-10, manufactured by A & D Co., Ltd.) according to the method described in the examples.

The viscosity at 25 ° C can be 0 mPas or more. Here, a viscosity of 0 mPa s includes a case where the viscosity cannot be measured with a fork-type resonant vibrating viscometer because it is too low.

The viscosity at 25 ° C may be, for example, 5 mPa s or more, 10 mPa s or more, 20 mPa s or more, 30 mPa s or more, 40 mPa s or more, or 50 mPa s or more.

[0050]

From the viewpoint of composition stability, it is preferable that the surfactant composition of the present invention dissolves homogeneously at 25 ° C.

[0051]

With regard to the color of the surfactant composition of the present invention, in terms of quality, the color number in Hazen units (APHA) is preferably 550 or less, more preferably 400 or less, even more preferably 300 or less, more preferably 200 or less.

[0052]

<Other components>

The surfactant composition of the present invention, in addition to component A, may optionally contain component B and component C, components used in the detergent such as a surfactant other than component A and component B, solvent, flavoring, colorant, preservative, humectant, antibacterial agent, anti-dandruff agent, pearlescent agent, vitamin agent, thickener, pH adjuster, bleach, chelating agent, water-soluble salt, oil and the like.

[0053]

Surfactants other than component A and component B.

Examples of surfactants other than component A and component B include an anionic surfactant other than component A, a non-ionic surfactant other than component B, an amphoteric surfactant, and a cationic surfactant.

[0054]

Examples of the anionic surfactant other than component A include sulfate ester salts such as alkyl sulfate salts, alkenyl sulfate salts, polyoxyalkylene alkyl sulfate salts, polyoxyalkylene alkenyl sulfate salts, and polyoxyalkylene alkyl phenyl sulfate salts; sulfonate salts such as alkyl sulfosuccinate salts, polyoxyalkylene alkyl sulfosuccinate salts, alkanesulfonate, acyl isethionate, and acylmethyl taurate; salts of higher fatty acids having from 8 to 16 carbon atoms; phosphoric acid ester salts such as alkyl phosphate salts and polyoxyalkylene alkyl phosphate salts; and amino acid salts such as acylglutamates, alanine derivatives, glycine derivatives and arginine derivatives.

[0055]

Examples of non-ionic surfactants other than component B include polyethylene glycol types such as polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene glycerol fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene castrated polyoxyethylene ether polyhydric alcohol type substances such as sucrose fatty acid esters, polyglycerol alkyl ethers, polyglycerol fatty acid esters, alkyl glycosides and acylated alkyl glucamides; fatty acid alkanolamides; and the like. Specific examples thereof include fatty acid monoalkanolamides such as coconut fatty acid monoethanolamides and coconut fatty acid N-methyl monoethanolamides.

[0056]

Examples of amphoteric surfactants include betaine type surfactants such as imidazoline type betaine, alkyldimethylaminoacetic acid betaine, amidopropyl betaine and fatty acid sulfobetaine; Surfactants of the amine oxide type such as alkyldimethylamine oxide and the like. Specific examples thereof include coconut fatty acid amidopropyldimethylcarbobetaines, lauramidopropyldimethylcarbobetaine, lauryl carboxymethylhydroxyimidazolium betaine, lauryl dimethylaminoacetic acid betaine, lauryl hydroxysulfobetaine and the like.

[0057]

Examples of cationic surfactants include quaternary ammonium salts having a hydrocarbon group of 12-28 carbon atoms, which can be interrupted by an amide group, an ester group, and an ether group; pyridinium salts; tertiary amine salts with mineral acids or organic acids; and the like. Specific examples thereof include mono (long-chain alkyl) trimethylammonium salts such as octyltrimethylammonium salt, decyltrimethylammonium salt, lauryltrimethylammonium salt, myristyltrimethylammonium salt, cetyltrimethylammonium salt, stearyltrimethylammonium salt, octyltrimethylammonium salt di (long-chain alkyl) dimethylammonium salts such as dioctyldimethylammonium salt, didecyldimethylammonium salt, dilauryldimethylammonium salt, dymyristyldimethylammonium salt, dycetyldimethylammonium salt, distearyldimethylammonium salt and diisotethylammonium salt; and mono (long chain alkyl) dimethylammonium salts such as the hydrochlorides, citrates or lactates of stearyldimethylamine, behenyldimethylamine, octadecyloxypropyldimethylamine and dimethylaminopropylstearic acid amide.

[0058]

Solvent

The surfactant composition of the present invention may contain a solvent to improve low temperature stability and cleaning performance. Examples of the solvent include alcohols, glycol ethers, alkylene glycol alkyl ethers, and the like. Examples of the alcohol include monohydric alcohols such as ethanol, isopropyl alcohol, and butanol; polyhydric alcohols such as ethylene glycol, propylene glycol, butylene glycol, hexylene glycol (2-methyl-2,4-pentadiol), 1,5-pentadiol, 1,6-hexanediol, and glycerol; and aromatic alcohols such as benzyl alcohol. Examples of alkylene glycol ethers include diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, and tripropylene glycol. Examples of the alkylene glycol alkyl ethers include diethylene glycol monomethyl ether, trietilenglikolmonometilovy ether, diethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropilenglikolmonoetilovy ether tripropilenglikolmonometilovy ether, diethylene glycol monobutyl ether, 1-methoxy-2-propanol, 1-propanol, 2-phenoxyethanol, dietilenglikolmonofenilovy trietilenglikolmonofenilovy ether and ester.

[0059]

In the present invention, there are no restrictions on the inclusion of the solvent in terms of stability, environmental load, safety, etc., the content of the solvent in the surfactant composition is preferably 10 wt%. or less, more preferably 4% of the mass. or less, even more preferably 1% of the mass. or less, even more preferably 0.1% of the mass. or less, even more preferably 0% by weight, that is, it is preferred that the surfactant composition does not contain a solvent.

[0060]

The surfactant composition of the present invention can be prepared by mixing component A, component B, component C and other components.

The order of mixing component A, component B and component C is not particularly limited, and after mixing component A and component B, the mixture can be adjusted to a predetermined concentration by diluting with water, or it is possible to premix component A and water and premix component B and water, and then mix both mixed solutions. Alternatively, component A and water may be premixed, component B and water may be premixed, and such mixed solutions may be mixed and diluted with water to a predetermined concentration.

In the case of obtaining a surfactant composition containing other components, there is no particular limitation in the order of production, and after obtaining a surfactant composition containing, for example, component A, component B and component C, other components can be mixed.

From the point of view of obtaining a uniformly dissolved surfactant composition, after mixing the components, the mixture is preferably left to stand at a predetermined temperature for a predetermined period of time. From the standpoint of obtaining a uniformly dissolved surfactant composition, the temperature at which the composition is left to stand is preferably 10 ° C or more, more preferably 15 ° C or more, even more preferably 20 ° C or more, even more preferably 25 ° C or more, and from the standpoint of economic efficiency, the temperature at which the composition is left to stand is preferably 80 ° C or less, more preferably 70 ° C or less, even more preferably 60 ° C or less, even more preferably 50 ° C or less, even more preferably 40 ° C, or less, more preferably 30 ° C or less. The standing time depends on the temperature, but is preferably 1 hour or more, more preferably 5 hours. or more, more preferably 12 hours. or more, more preferably 18 hours. or more, more preferably 24 hours. or more, even more preferably 2 days or more, even more preferably 3 days or more in terms of sufficiently uniform dissolution, and preferably 1 month or less, even more preferably 20 days or less, even more preferably 10 days or less from an economic point of view.

[0061]

The surfactant composition of the present invention contains a surfactant at a high concentration, has excellent fluidity at high to low concentrations, can significantly reduce the amount of organic solvent to be used, and can be suitably used as a liquid detergent. In addition, the surfactant composition of the present invention can be used with various types of water (dilution with water), since it does not cloud even when diluted with hard water or does not cause deterioration in detergency. The surfactant composition of the present invention is used as a detergent, for example, liquid detergent for clothes, dish detergent, hair detergent, body wash, precision parts detergent and hard surface detergent. The surfactant composition of the present invention can be used in each cleaning step by adding to water and dissolving in water.

[0062]

The present invention and preferred embodiments of the present invention are described below.

<1>

A surfactant composition comprising component A, component B and component C described below, where the total content of component A and component B is 35 wt%. or more and 80% of the mass. or less, and where component A is at least one sulfonate compound selected from the group consisting of hydroxyalkane sulfonate and olefin sulfonate, component B is a polyoxyalkylene alkyl ether, and component C is water.

<2>

The surfactant composition of <1>, wherein the sulfonate compound preferably has a carbon number of 12 or more, more preferably 14 or more, even more preferably 16 or more, and preferably 24 or less, more preferably 22 or less, more preferably 20 or less and more preferably 18 or less.

<3>

The surfactant composition of <1> or <2>, wherein component A is hydroxyalkane sulfonate (HAS) and olefin sulfonate (IOS).

<4>

The surfactant composition according to item <3>, wherein the weight ratio of the hydroxyalkane sulfonate content to the olefin sulfonate content (hydroxy form / olefin form) is preferably 50/50 to 99/1, more preferably 60/40 to 99/1, more preferably 70 / 30 to 99/1, even more preferably 75/25 to 99/1, and more preferably 75/25 to 95/5.

<5>

The surfactant composition according to any one of items <1> to <4>, where the sulfonate compound preferably contains 40% of the mass. or less, more preferably 35% of the mass. or less, even more preferably 30% of the mass. or less, even more preferably 28% of the mass. or less sulfonate compounds having a sulfonate group in position 2, and preferably contains 5% of the mass. or more sulfonate compounds having a sulfonate group at position 2.

<6>

The surfactant composition according to any one of items <1> to <5>, wherein the polyoxyalkylene alkyl ether is represented by the general formula (1):

RO- (AO) _n -H (1)

where R represents a hydrocarbon group having from 8 to 22 carbon atoms, AO represents an alkyleneoxy group, and n is 5 or more.

<7>

The surfactant composition of <6>, wherein the number of carbon atoms of the hydrocarbon group is preferably 10 or more, more preferably 12 or more, and preferably 18 or less, more preferably 16 or less, more preferably 14 or less.

<8>

The surfactant composition according to item <6> or <7>, where "n" is equal to the average number of moles of alkyleneoxy groups and is preferably 7 or more, more preferably 10 or more, even more preferably 12 or more, and preferably 100 or less, more preferably 40 or less , more preferably 30 or less.

<9>

The surfactant composition according to any one of <6> through <8>, wherein AO is preferably one or more types of groups selected from ethyleneoxy and propyleneoxy; more preferably, AO is ethyleneoxy and propyleneoxy; even more preferably, AO has a block structure containing an ethyleneoxy group and a propyleneoxy group.

<10>

The surfactant composition according to any one of items <6> to <9>, wherein the polyoxyalkylene alkyl ether is preferably lauryl ether supplemented with 15-25 moles of ethyleneoxy groups, lauryl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total, myristyl ether supplemented with 15-25 moles of ethyleneoxy groups; and myristyl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total, more preferably lauryl ether supplemented with 15-25 moles of ethyleneoxy groups and propyleneoxy groups in total.

<11>

The surfactant composition according to any one of items <1> to <10>, where the total content of component A and component B is 35 wt%. or more and 80% of the mass. or less and can be 40% of the mass. or more, 45% of the mass. or more, 50% of the mass. or more, 55% of the mass. or more or 60% of the mass. or more and can be 75% of the mass. or less, 70% of the mass. or less or 65% of the mass. or less.

<12>

The surfactant composition according to any one of items <1> to <11>, wherein the weight ratio of A / B, component A to component B, is preferably 20/80 to 80/20, more preferably 30/70 to 70 / 30, even more preferably from 40/60 to 60/40.

<13>

The surfactant composition according to any one of items <1> to <12>, where the content of component B in the composition may be 5% of the mass. or more, 10% of the mass. or more, 15% of the mass. or more, 20% of the mass. or more, 30% of the mass. or more, 40% of the mass. or more or 50% of the mass. or more, and the content of component B in the composition may be 75% of the mass. or less, 70% of the mass. or less, 65% of the mass. or less, 60% of the mass. or less or 55% of the mass. or less.

<14>

The surfactant composition according to any one of items <1> to <13>, where the content of component B in the composition may be 5% of the mass. or more, 10% of the mass. or more, 15% of the mass. or more, 20% of the mass. or more, 30% of the mass. or more, 40% of the mass. or more or 50% of the mass. or more, and the content of component B in the composition may be 75% of the mass. or less, 70% of the mass. or less, 65% of the mass. or less, 60% of the mass. or less or 55% of the mass. or less.

<15>

The surfactant composition according to any one of items <1> to <14>, where the content of component C in the composition may be 5% of the mass. or more, 10% of the mass. or more, 15% of the mass. or more, 20% of the mass. or more or 25% of the mass. or more and 65% of the mass. or less, 60% of the mass. or less, 55% of the mass. or less, 50% of the mass. or less, 45% of the mass. or less, 40% of the mass. or less or 35% of the mass. or less.

<16>

The surfactant composition according to any one of items <1> to <15>, wherein the viscosity of the surfactant composition at 25 ° C is preferably 8000 mPa s or less, more preferably 7000 mPa s or less, even more preferably 6000 mPa s or less, even more preferably 5000 mPa × sec or less, even more preferably 4000 mPa × sec or less, even more preferably 3500 mPa × sec or less, even more preferably 3000 mPa × sec or less, even more preferably 2000 mPa × sec or less, even more preferably 1000 mPa s or less, more preferably 500 mPa s or less, more preferably 300 mPa s or less, more preferably 200 mPa s or less, and may be 0 mPa s or more, 5 mPa s or more, 10 mPa s or more, 20 mPa s or more, 30 mPa s or more, 40 mPa s or more, or 50 mPa s or more.

<17>

The surfactant composition according to any one of items <1> to <16>, wherein the surfactant composition preferably dissolves homogeneously at 25 ° C.

<18>

The surfactant composition according to any one of <1> to <17>, wherein the color number of the surfactant composition in Hazen units (APHA) is preferably 550 or less, more preferably 400 or less, even more preferably 300 or less, more preferably 200 or less.

<19>

The surfactant composition according to any one of items <1> to <18>, where the solvent content in the surfactant composition is preferably 10 wt%. or less, more preferably 4% of the mass. or less, even more preferably 1% of the mass. or less, even more preferably 0.1% of the mass. or less, even more preferably 0% of the mass.

<20>

A surfactant composition according to any one of items <1> to <19>, which is a detergent.

<21>

A cleaning method using a surfactant composition according to any one of items <1> to <19>.

<22>

The use of the surfactant composition according to any one of items <1> to <19> as a detergent.

EXAMPLES

[0063]

Hereinafter, the present invention will be described in detail with reference to examples. Unless otherwise indicated, in the table, the content of each component is a percentage by weight. The various detection methods are described below.

[0064]

<Method for determining the position of the double bond of an internal olefin>

The position of the internal olefin double bond is determined by gas chromatography (hereinafter referred to as GC). Specifically, the internal olefin is reacted with dimethyl disulfide to obtain a dithionated derivative, and then the corresponding components are separated by GC. The position of the internal olefin double bond is determined from the area of each peak. The following instrument and analysis conditions are used for the determination: HP6890 GC unit (manufactured by HEWLETT PACKARD), Ultra-Alloy-1HT capillary column (30 m × 250 μm × 0.15 μm, manufactured by Frontier Laboratories), detector ( hydrogen flame ionization detector (FID)), injection temperature 300 ° C, detector temperature 350 ° C, He flow rate 4.6 ml / min.

[0065]

<Method for Determining Mass Ratio of Hydroxy Form / Olefin Form>

The weight ratio of the hydroxy form / olefin form of the sulfonate compound is determined by HPLC-MS. Specifically, the hydroxy form and the olefin form are separated by HPLC and each identified using MS. As a result, each ratio is determined by the HPLC-MS peak area.

The following instrument and conditions are used for the determination: HPLC unit (trade name: Agilent Technologies 1100, manufactured by Agilent Technologies), column (trade name: L-column ODS 4.6 × 150 mm, manufactured by Chemicals Evaluation and Research Institute, Japan.) , sample preparation (1000-fold dilution with methanol), diluent A (water with 10 mM ammonium acetate), diluent B (methanol with 10 mM ammonium acetate), gradient (0 min (A / B = 30/70%) → 10 min. (30/70%) → 55 min. (0/100%) → 65 min. (0/100%) → 66 min. (30/70%) → 75 min. (30/70%) , MS-unit (trade mark: Agilent Technologies 1100 MS SL (G 1946 D)), MS-detection (detection of negative ions m / z 60-1600, UV 240 nm).

[0066]

<Method for Determining the Amount of Internal Olefin Contained in a Sulfonate Compound>

The internal olefin content of the sulfonate compound is determined by GC. Specifically, ethanol and petroleum ether are added to the aqueous solution containing the sulfonate compound, and then extraction is performed to obtain an internal olefin in the petroleum ether phase. The amount of internal olefin is quantified by the peak area. For determination, the following setup and analysis conditions are used: GC setup "Agilent Technologies 6850" (manufactured by Agilent Technologies), column "Ultra-Alloy-1HT capillary column" (15 m × 250 μm × 0.15 μm, manufactured by Frontier Laboratories), detector (hydrogen flame ionization detector (FID)), injection temperature 300 ° C, detector temperature 350 ° C, and He flow rate 3.8 ml / min.

[0067]

<Method for Determining the Amount of Inorganic Salt Contained in Sulfonate Compound>

The inorganic salt content is determined by potentiometric titration or neutralization titration. Specifically, the Na ₂ SO ₄ content is quantified by potentiometric titration of the sulfate ion (SO ₄ ^2- ). Next, the content of NaOH is determined quantitatively by neutralization titration with dilute hydrochloric acid.

[0068]

<Method for determining the content of paraffin component>

The content of the paraffin component is determined by the GC method. Specifically, ethanol and petroleum ether are added to the aqueous solution containing the sulfonate compound, and then extraction is carried out to obtain paraffin in the petroleum ether phase. As a result, the paraffin content is quantified by the peak area. The setup and analytical conditions used for the determination are the same as for the determination of the internal olefin content of the material.

[0069]

<Method for Determining the Content of a Sulfonate Compound Having a Sulfonate Group at Position 2>

The attachment position of the sulfonate group is determined by GC. Specifically, the resulting sulfonate compound is reacted with trimethylsilyldiazomethane to obtain a methyl-sterified derivative, and then each component is isolated by GC. Calculate the content of the sulfonate compound having the sulfonate group at the 2-position using the area ratio of the respective peaks as the weight ratio. The following setup and analysis conditions are used for the determination: GC unit (trademark: Agilent Technologies 6850, manufactured by Agilent Technologies), column (trademark: HP-1 capillary column 30 m × 320 μm × 0.25 μm, manufactured by Agilent Technologies ), detector (hydrogen flame ionization detector (FID)), injection temperature 300 ° C, detector temperature 300 ° C, He flow rate 1.0 ml / min and oven (60 ° C (0 min) → 10 ° C / min → 300 ° C (10 min.)).

[0070]

<Method for determining the viscosity of a surfactant composition>

The resulting surfactant composition was allowed to stand at room temperature for 3 days or longer, and then the viscosity of the surfactant composition at 25 ° C. was determined using a fork-type resonant vibrating viscometer (VIBRO VISCOMETER SV-10, manufactured by A&D Company Limited.). Continuous determination is carried out for 3 minutes. from the start of the measurement (update interval: 5 sec.) and take the average value as the viscosity of the surfactant composition. The results are shown in Table 1. In addition, if the viscosity is 12,000 mPa s or more and exceeds the measurement limit of the viscometer, it is described as “no flow”.

[0071]

<Evaluation of the solubility of the surfactant composition in hard water 20 ° DH>

Calcium chloride dihydrate (83.88 g) and magnesium chloride hexahydrate (29.00 g) are dissolved in 1 liter of ion-exchange water, obtaining a water hardness of 4000 ° DH.

The surfactant is mixed in a bottle with a screw cap and a tube (manufactured by Maruemu Corporation) so that the mixing ratio is as shown in Table 1, and ion-exchange water is also added so that the total surfactant concentration becomes 10%, and the mixture is stirred until homogeneous. getting an aqueous surfactant solution.

Mix the resulting aqueous surfactant solution and hard water, 4000 ° DH, and dilute with ion-exchange water so that the surfactant concentration was 500 ppm, 1000 ppm. and 2000 million. and the hardness of the aqueous solution was 20 ° C, and then the diluted solution was left to stand at 25 ° C for one day.

The appearance of the resulting aqueous solution is confirmed visually and the solution is evaluated according to the following criteria. The results are shown in Table 1.

A: The solution is clear (transmittance: 85% or more).

B: Slightly cloudy solution (transmittance: 50% or more and less than 85%).

C: solution cloudy (transmittance: less than 50%).

Next, the transmittance of the obtained aqueous solution was determined using an ultraviolet-visible-near infrared spectrophotometer (V-700, manufactured by JASCO Corporation). The determination conditions are as follows: determination wavelength: 420 nm, response: 0.96 sec., Bandwidth: 2.0 nm, integration: 3 times, measuring cell length: 10 mm. The results are shown in Table 1.

[0072]

<Color detection method>

The Hazen color number (APHA) is determined using the OME 2000 petroleum color identifier (manufactured by Nippon Denshoku Industries Co., Ltd.) with direct reading of the three primary colors. To determine the color, a surfactant solution is prepared and used, having a total surfactant concentration of 35 wt%.

[0073]

<Evaluation of detergency>

To demonstrate the effect of the present invention, a tergotometer (MS-8212, manufactured by Ueshima) was used as a washing device. The tergotometer is a rotary type washing machine and is usually applied as a model washing machine for a fully automatic washing machine for home use, a fully automatic drum washing machine, a fully automatic vibration washing machine for home use, or a fully automatic paddle type washing machine. for home use. Mainly, the tergotometer is a model washing machine, corresponding to a fully automatic vibration type washing machine for home use or a fully automatic paddle type washing machine for home use.

[0074]

A fabric artificially contaminated with model sebum is prepared by applying to the tissue a model sebum liquid for artificial pollution having the following composition. The application of the simulated sebum contaminant fluid to the tissue is performed by imprinting the artificial contaminant fluid onto the tissue using an engraving roller (described in JP-A-H7-270395). The process of preparing tissue artificially contaminated with model sebum by applying an artificial liquid of model sebum to the tissue is carried out under the following conditions: cell volume of the engraving roll 58 cm ³ / m ² (corresponds to contaminating bath JP-A-H7-270395), application rate 1 , 0 m / min., Drying temperature 100 ° C and drying time 1 min. The fabric used was a white cotton fabric (# 2003, 100% white fiber cotton fabric from Tanigashira Shoten, 4-11-15 Komatsu, Higashiyodogawa-ku, Osaka-shi, Osaka).

[0075]

The composition of the artificial polluting fluid of the model sebum is as follows: 0.32% of the mass. lauric acid, 1.06% of the mass. myristic acid, 0.54% of the mass. pentadecanoic acid, 2.10% of the mass. palmitic acid, 0.18% of the mass. heptadecanoic acid, 11.74% of the mass. oleic acid, 0.84% of the mass. linoleic acid, 27.30% of the mass. triolein, 3.70% of the mass. N-hexadecyl palmitate, 8.20% of the mass. squalene, 2.04% of the mass. liquid crystal lecithin of egg yolk, 0.95% of the mass. soy lecithin, 0.24% of the mass. arginine hydrochloride, 0.10% of the mass. L-histidine, 0.07% of the mass. L-serine, 1.68% of the mass. calcium pantothenate, 6.69% of the mass. clay (average particle diameter 10 μm), 0.02% of the mass. soot and water to a total amount of 100% of the mass.

[0076]

Each of the five pieces (6 cm × 6 cm) of the above fabric soiled with model sebum was washed with a tergotometer at 85 rpm. within 10 minutes. Washing conditions are as follows: surfactant concentration 1000 ppm, water temperature 25 ° C, water hardness 20 ° DH. After washing, rinse for 3 minutes. tap water (20 ° C). Determine the reflectance of the original fabric before soiling and the fabric before and after washing at 550 nm using a colorimetric color difference analyzer (Z-300A, manufactured by NIPPON DENSHOKU INDUSTRIES CO., LTD.) And determine the washing power (%) according to the following equation (washing power is expressed in as the average washing power for 5 pieces).

Washable% = 100 × [(reflectivity after washing - reflectivity before washing) / (reflectivity of the original fabric - reflectivity before washing)]

[0077]

<Method for producing internal olefin>

Example of obtaining A

In a flask equipped with a stirrer, 7000 g (28.9 mol) of 1-hexadecanol (product name: KALCOL 6098, manufactured by Kao Corporation) and 700 g of γ-alumina (STREM Chemicals, Inc.) were placed as a solid acid catalyst (10 % wt. relative to the original alcohol) and carry out the interaction for 5 hours. while circulating nitrogen gas (7000 ml / min.) in the system at 280 ° C and stirring. The alcohol conversion at the end of the reaction is 100% and the C16 internal olefin purity is 99.7%. The obtained crude internal olefin was transferred to a distillation flask and distilled at 136 to 160 ° C / 4.0 mmHg to obtain an internal olefin having 16 carbon atoms, 100% pure. The distribution of double bonds in the resulting internal olefin is as follows: 0.5% of the mass. position C-1, 16.5% of the mass. position C-2, 15.4% of the mass. position C-3, 16.4% of the mass. position C-4, 17.2% of the mass. position C-5, 14.2% of the mass. in the position of C-6 and 19.8% of the mass. in total under C-7 and C-8.

[0078]

Example of obtaining B

In a flask equipped with a stirrer, 7000 g (28.9 mol) of 1-hexadecanol (product name: KALCOL 6098, manufactured by Kao Corporation) and 700 g of γ-alumina (STREM Chemicals, Inc.) were placed as a solid acid catalyst (10 % wt. relative to the original alcohol) and carry out the interaction for 3 hours. while circulating nitrogen gas (7000 ml / min.) in the system at 280 ° C and stirring. The alcohol conversion at the end of the reaction is 100% and the C16 internal olefin purity is 99.6%. The obtained crude internal olefin was transferred to a distillation flask and distilled at 136 to 160 ° C / 4.0 mmHg to obtain an internal olefin having 16 carbon atoms, 100% pure. The distribution of double bonds in the resulting internal olefin is as follows: 0.5% of the mass. position C-1, 30.1% of the mass. position C-2, 25.5% of the mass. position C-3, 18.9% of the mass. position C-4, 11.1% of the mass. position C-5, 7.0% of the mass. position C-6 and 7.0% of the mass. in total under C-7 and C-8.

[0079]

Example of getting C

In a flask equipped with a stirrer were placed 7000 g (25.9 mol) of 1-octadecanol (product name: KALCOL 8098, manufactured by Kao Corporation) and 1050 g of γ-alumina (STREM Chemicals, Inc.) as a solid acid catalyst (15 % wt. relative to the original alcohol) and carry out the interaction for 10 hours. while circulating nitrogen gas (7000 ml / min.) in the system at 285 ° C and stirring. The alcohol conversion at the end of the reaction is 100% and the C18 internal olefin purity is 98.2%. The resulting crude internal olefin was transferred to a distillation flask and distilled at 148 to 158 ° C / 0.5 mmHg to obtain an internal olefin having 18 carbon atoms, 100% pure. The distribution of double bonds in the resulting internal olefin is as follows: 0.5% of the mass. position C-1, 25.0% of the mass. position C-2, 22.8% of the mass. position C-3, 19.1% of the mass. position C-4, 14.0% of the mass. position C-5, 7.4% of the mass. position C-6, 5.4% of the mass. at the position of C-7 and 5.8% of the mass. in total under C-8 and C-9.

[0080]

<Method for producing sulfonate compound>

Receiving example 1

The sulfonation reaction of the internal olefin having 16 carbon atoms obtained in Production Example A is carried out with gaseous sulfur trioxide at an SO ₃ concentration _of 2.8% by volume, using a thin-layer type sulfonation reactor (inner diameter 14 mm, length 4 m) and passing cooling water at 20 ° C along the outer shell of the reactor. The reaction molar ratio SO ₃ / internal olefin was adjusted to 1.09.

The resulting sulfonated product was added to an aqueous alkaline solution to which sodium hydroxide was added so that its amount corresponded to 1.2 times the molar theoretical acid number (AV) and neutralized at 30 ° C for 1 hour. with stirring. The neutralized product is hydrolyzed by heating in an autoclave at 160 ° C for 1 hour. to obtain a crude product containing a sodium sulfonate compound having 16 carbon atoms.

The resulting crude product (300 g) is transferred to a separatory funnel and 300 ml of ethanol are added thereto. Then add 300 ml of petroleum ether at a time for extraction and remove the oil soluble impurities. At this time, inorganic compounds (the main ingredient is sodium sulfate) precipitated at the oil / water interface by adding ethanol are also separated, and removed from the aqueous phase by an oil-water separation procedure, and this procedure is performed three times. The aqueous phase is evaporated to dryness to obtain the sodium sulfonate compound having 16 carbon atoms (A-1). The content of the starting internal olefin in the obtained sodium sulfonate compound having 16 carbon atoms is less than 100 ppm. (less than the lower limit of GC detection), the content of the inorganic compound is 0.2% by mass, and the content of the paraffin component is 0.2% by mass. In addition, the content of the sodium sulfonate compound having 16 carbon atoms in which the sulfonate group is present at the 2-position is 9.3% by mass. Also, the content of the hydroxy form (HAS) in the sodium sulfonate compound having 16 carbon atoms is 84.2 wt%, and the content of the olefin form (IOS) is 14.4 wt%. The rest of the content is 1.0% of the mass. water.

[0081]

Receiving example 2

A sodium sulfonate compound having 16 carbon atoms (A-2) was obtained under the same conditions as in Production Example 1, except that the internal olefin having 16 carbon atoms obtained in Production Example B was used. the obtained sodium sulfonate compound having 16 carbon atoms is less than 100 ppm. (less than the lower limit of GC detection), the content of the inorganic compound is 0.2 mass%, and the content of the paraffin component is below the limit of detection. In addition, the content of the sodium sulfonate compound having 16 carbon atoms in which the sulfonate group is present at the 2-position is 19.9% by mass. Also, the content of the hydroxy form (HAS) in the sodium sulfonate compound having 16 carbon atoms is 83.6% by mass, and the content of the olefin form (IOS) is 15.1% by mass. The rest of the content is 1.1% of the mass. water.

[0082]

Receiving example 3

A sodium sulfonate compound having 18 carbon atoms (A-5) was obtained under the same conditions as in Production Example 1, except that the internal olefin having 18 carbon atoms obtained in Production Example C was used. The content of the starting internal olefin in the obtained sodium sulfonate compound having 18 carbon atoms is less than 100 ppm. (less than the lower limit of GC detection), the content of the inorganic compound is 0.4 mass%, and the content of the paraffin component is below the limit of detection. In addition, the content of the sodium sulfonate compound having 18 carbon atoms in which the sulfonate group is present at the 2-position is 15.0% by mass. Also, the content of the hydroxy form (HAS) in the sodium sulfonate compound having 18 carbon atoms is 84.4% by mass, and the content of the olefin form (IOS) is 15.6% by mass.

[0083]

Receiving example 4

Using the internal olefin having 18 carbon atoms obtained in Production Example C, the sulfonation reaction is carried out under the same conditions as in Production Example 1. Then, the resulting sulfonated product is added to an alkaline aqueous solution to which sodium hydroxide is added so that its amount corresponds to 1.2 times molar theoretical acid number (AV), neutralized at 60 ° C for 1 hour. with stirring, hydrolyzed and extracted under the same conditions as in Production Example 1 to obtain the sodium sulfonate compound having 18 carbon atoms (A-8). The content of the starting internal olefin in the obtained sodium sulfonate compound having 18 carbon atoms is less than 100 ppm. (less than the lower limit of GC detection), the content of the inorganic compound is 0.1 mass%, and the content of the paraffin component is less than the lower limit of detection. In addition, the content of the sodium sulfonate compound having 18 carbon atoms in which the sulfonate group is present at the 2-position is 15.0% by mass. Also, the content of the hydroxy form (HAS) in the sodium sulfonate compound having 18 carbon atoms is 55.1 wt%, and the content of the olefin form (IOS) is 44.9 wt%.

[0084]

<Preparation of surfactant composition>

Example 1

The sodium sulfonate compound having 16 carbon atoms (A-1) obtained in Production Example 1 and the polyoxyalkylene alkyl ether (B-1) represented by the following formula are placed in a beaker according to the composition shown in Table 1. A suitable amount is added thereto water and the mixture is heated to 60 ° C and stirred. After cooling the mixture to room temperature, water is added and the pH is adjusted to 6 with a pH adjusting agent to give a surfactant composition.

RO- (EO) _a - (PO) _b - (EO) _c -H (B-1)

In formula B-1, is a block addition compound of 9 moles of ethylene oxide, 2 moles of propylene oxide and 9 moles of ethylene oxide in that order relative to 1 mole of a primary linear alcohol having 10 to 14 carbon atoms derived from coconut oil; R represents a linear alkyl group having from 10 to 14 carbon atoms; a is 9; b is 2; and c is 9.

[0085]

Examples 2 to 11 and Comparative Examples 1 to 8.

Surface active compositions were prepared in the same manner as in example 1, except that using the starting materials and compositions shown in tables 1 and 2. A-3, A-4, A-6, A-7 and B- 2 in Table 1 and Table 2 are the following compounds.

A-3: sodium di (2-ethylhexyl) sulfosuccinate (Aerosol OT, manufactured by Wako Pure Chemical Industries, Ltd.)

A-4: Sodium alkylbenzenesulfonate (G-65, manufactured by Kao Corporation)

A-6: a mixture of A-5 and A-8, where the HAS content is 75 wt%. and the IOS content is 25% of the mass.

A-7: a mixture of A-5 and A-8, where the HAS content is 65 wt%. and the IOS content is 35% of the mass.

B-2: Polyoxyethylene lauryl ether (EMULGEN 120, manufactured by Kao Corporation)

[0086]

[Table 1]

Component A Component B A / B ratio (wt.) A + B Total conc.
(% wt.) Viscosity mPa s Solubility assessment Color (APHA) Washing ability (%) A type HAS / IOS Surfactant concentration 500 ppm Surfactant concentration 1000 ppm Surfactant concentration 2000 ppm Appearance Coeff. transmission (%) Appearance Coeff. transmission (%) Appearance Coeff. transmission (%) Example 1 A-1 85/15 B-1 50/50 40 188.6 A > 99.9 A 99.7 A 99.9 - - 50 276.2 60 284.8 70 181.6 80 438.0 Example 2 20/80 40 296.5 A 99.9 A 98.7 A 99.7 - - 50 476.1 60 471.9 70 307.5 80 385.6 Example 3 80/20 40 170.6 A 98.7 A 91.6 A 85.2 - 32.6 50 310.5 60 673.7 70 620.5 80 3290.4 Comparative example 1 - 100/0 80 Lack of fluidity C 2.5 C 0.6 C 0.1 - 17.8 Comparative example 2 - - B-1 0/100 40 Lack of fluidity A 99.5 A > 99.9 A 99.4 - - 50 60 Example 4 A-2 84/16 60/40 40 652.5 A > 99.9 A > 99.9 A > 99.9 - 35,7 50 904.4 60 524.7 70 652.5 80 1089.6 Example 5 70/30 40 822.3 A > 99.9 A 99.8 A 99.6 - - 50 1501.8 60 1193.2 70 822.3 80 1444.5 Example 6 40/60 40 175.8 A > 99.9 A 99.1 A 99.4 - - 50 431.3 60 646.9 70 336.5 80 409.0 Comparative example 3 - 100/0 40 Lack of fluidity C 3.9 C 0.7 C 1 - 24.1 50 Lack of fluidity 60 Lack of fluidity 70 11441.35 80 Lack of fluidity Comparative example 4 A-3 - B-1 80/20 80 Partial gelation;
non-flowing layer B 80.93 C 44.88 C 21.21 - 16.4 Comparative example 5 A-4 - 80/20 70 Lack of fluidity C 3.17 C 0.45 C 0.18 - -

[0087]

[Table 2]

Component A Component B A / B ratio (wt.) A + B Common conc. (% wt.) Viscosity mPa s Solubility assessment Color (APHA) Washing ability (%) A type HAS / IOS Surfactant concentration 500 ppm Surfactant concentration 1000 ppm Surfactant concentration 2000 ppm Appearance Coeff. transmission (%) Appearance Coeff. transmission (%) Appearance Coeff. transmission (%) Example 7 A-1 85/15 B-2 60/40 35 514 A 99.87 A > 99.9 A 99.72 - - 60 793.8 80 504.5 Example 8 A-5 84/16 B-1 60/40 35 648.5 A 99.82 A > 99.9 A 99.85 37 - 60 1000 80 1481.3 Example 9 A-6 75/25 60/40 35 500 A > 99.9 A > 99.9 A 99.53 195 - 60 983.9 80 1011.2 Example 10 A-7 65/35 60/40 35 346.8 A > 99.9 A > 99.9 A > 99.9 312 - 60 1375.5 80 816.4 Example 11 A-8 55/45 60/40 35 313.8 A > 99.9 A > 99.9 A > 99.9 505 - 60 1758.6 80 1101.3 Comparative example 6 A-5 84/16 - 100/0 35 Lack of fluidity C 6.6 C 2.5 C 19.5 - - Comparative example 7 A-8 55/45 - 100/0 35 Lack of fluidity - - - - - - - - Comparative example 8 - - B-2 0/100 60 Lack of fluidity - - - - - - - -

[0088]

It is clear from Tables 1 and 2 that the surfactant compositions of Examples 1 to 11, in which the total content of HAS and IOS (component A) and polyoxyalkylene alkyl ether (component B) corresponds to the range defined by the present invention, have a very low viscosity fluidity over a wide concentration range, does not cloud even when diluted with hard water, and has excellent solubility in hard water despite the high concentration of components A and B. On the other hand, the surfactant compositions of Comparative Examples 1 to 3 and 6 to 8, which do not contain component A or component B, have very high viscosity at any concentration, and do not flow. In addition, the surfactant compositions of Comparative Examples 1 to 3 and 6 to 8 became cloudy when diluted with hard water, and had poor solubility in hard water. The surfactant compositions of Comparative Examples 4 and 5, containing an anionic surfactant other than HAS and IOS as component A, form a gel in a high concentration range, have a very high viscosity, and do not flow. In addition, the surfactant compositions of Comparative Examples 4 and 5 became cloudy when diluted with hard water and slightly soluble in hard water.

INDUSTRIAL APPLICABILITY

[0089]

The surfactant composition of the present invention is useful as a detergent for a variety of applications.

Claims (10)

1. A surfactant composition suitable as a detergent comprising component A, component B and component C, where the total content of component A and component B is 35 wt%. or more and 80% of the mass. or less, and wherein component A is hydroxyalkane sulfonate and olefin sulfonate, component B is polyoxyalkylene alkyl ether and component C is water, wherein the hydroxyalkylene sulfonate and olefin sulfonate have carbon atoms of 12 or more and 24 or less, and the polyoxyalkylene alkyl ether is represented by the general formula ( 1): RO- (AO) _n -H, (1) where R is a hydrocarbon group having 8 to 22 carbon atoms, AO is an alkyleneoxy group and n is 5 or more. 2. The surfactant composition according to claim 1, wherein the weight ratio of A / B, component A to component B, is 20/80 to 80/20. 3. Surfactant composition according to claim 1 or 2, where the hydroxyalkane sulfonate and olefin sulfonate contain 40% of the mass. or less of a sulfonate compound having a sulfonic acid group at position 2. 4. Surface-active composition according to any one of paragraphs. 1-3, where the weight ratio of the hydroxyalkane sulfonate content to the olefin sulfonate content in component A is from 50/50 to 99/1 (first / last). 5. Surface-active composition according to any one of paragraphs. 1-4, where the viscosity measured with a fork-type resonant vibrating viscometer at 25 ° C is 8000 mPa s or less. 6. Surface-active composition according to any one of paragraphs. 1-5 which is a detergent. 7. A method of cleaning using a detergent, characterized in that the detergent is used as a surfactant composition according to any one of claims. 1-5. 8. The use of a surfactant composition according to any one of paragraphs. 1-5 as a detergent.